IS7915A - Process for the production of doloxetine and intermediates for use in the process - Google Patents
Process for the production of doloxetine and intermediates for use in the processInfo
- Publication number
- IS7915A IS7915A IS7915A IS7915A IS7915A IS 7915 A IS7915 A IS 7915A IS 7915 A IS7915 A IS 7915A IS 7915 A IS7915 A IS 7915A IS 7915 A IS7915 A IS 7915A
- Authority
- IS
- Iceland
- Prior art keywords
- acid addition
- addition salt
- duloxetine
- doloxetine
- intermediates
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 4
- 239000000543 intermediate Substances 0.000 title 1
- 239000002253 acid Substances 0.000 abstract 4
- 150000003839 salts Chemical class 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 3
- ZEUITGRIYCTCEM-UHFFFAOYSA-N duloxetine Chemical compound C=1C=CC2=CC=CC=C2C=1OC(CCNC)C1=CC=CS1 ZEUITGRIYCTCEM-UHFFFAOYSA-N 0.000 abstract 2
- ZEUITGRIYCTCEM-QGZVFWFLSA-N (R)-duloxetine Chemical compound C1([C@H](OC=2C3=CC=CC=C3C=CC=2)CCNC)=CC=CS1 ZEUITGRIYCTCEM-QGZVFWFLSA-N 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 239000003444 phase transfer catalyst Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/14—Radicals substituted by singly bound hetero atoms other than halogen
- C07D333/16—Radicals substituted by singly bound hetero atoms other than halogen by oxygen atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/38—Heterocyclic compounds having sulfur as a ring hetero atom
- A61K31/381—Heterocyclic compounds having sulfur as a ring hetero atom having five-membered rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/24—Antidepressants
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/14—Radicals substituted by singly bound hetero atoms other than halogen
- C07D333/20—Radicals substituted by singly bound hetero atoms other than halogen by nitrogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Neurosurgery (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Pain & Pain Management (AREA)
- Psychiatry (AREA)
- Epidemiology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Steroid Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
A process for making (+)duloxetine or an acid addition salt thereof, comprising reacting intermediate compounds of formulae (I) and (II) so as to yield a compound of formula (III), or an acid addition salt thereof in the presence of a base and a phase transfer catalyst, where one of X and Y is hydroxy and the other is a leaving group, and subjecting a compound of formula (III), or an acid addition salt thereof, to further process steps so as to yield (+) duloxetine, or an acid addition salt thereof, substantially free of (-)duloxetine.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB0229583.0A GB0229583D0 (en) | 2002-12-19 | 2002-12-19 | A process for preparing duloxetine and intermediates for use therein |
| PCT/GB2003/005357 WO2004056795A1 (en) | 2002-12-19 | 2003-12-10 | A process for preparing duloxetine and intermediates for use therein |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| IS7915A true IS7915A (en) | 2005-06-24 |
Family
ID=9949985
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IS7915A IS7915A (en) | 2002-12-19 | 2005-06-24 | Process for the production of doloxetine and intermediates for use in the process |
Country Status (24)
| Country | Link |
|---|---|
| US (1) | US7645890B2 (en) |
| EP (2) | EP1690861B1 (en) |
| JP (1) | JP5259048B2 (en) |
| KR (1) | KR100926723B1 (en) |
| CN (2) | CN101125848B (en) |
| AT (1) | ATE353081T1 (en) |
| AU (2) | AU2003292396B2 (en) |
| BR (1) | BR0316902A (en) |
| CA (1) | CA2510750A1 (en) |
| DE (1) | DE60311599T2 (en) |
| ES (1) | ES2279971T3 (en) |
| GB (1) | GB0229583D0 (en) |
| HR (1) | HRP20050657A2 (en) |
| IL (1) | IL169232A (en) |
| IS (1) | IS7915A (en) |
| MA (1) | MA27706A1 (en) |
| MX (1) | MXPA05006659A (en) |
| NZ (2) | NZ540881A (en) |
| PL (1) | PL377380A1 (en) |
| PT (1) | PT1587801E (en) |
| RU (1) | RU2351594C2 (en) |
| TN (1) | TNSN05167A1 (en) |
| WO (1) | WO2004056795A1 (en) |
| ZA (1) | ZA200505656B (en) |
Families Citing this family (32)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2006027798A2 (en) * | 2004-08-05 | 2006-03-16 | Sun Pharmaceutical Industries Limited | A process for preparation of an antidepressant compound |
| CZ297560B6 (en) * | 2004-10-26 | 2007-02-07 | Zentiva, A. S. | Process for preparing (S)-N-methyl-3-(1-naphthyloxy)-3-(2-thienyl)propylamine hydrochloride (duloxetine) |
| TWI306858B (en) * | 2004-12-23 | 2009-03-01 | Teva Pharma | Process for preparing pharmaceutically acceptable salts of duloxetine and intermediates thereof |
| WO2006081515A2 (en) * | 2005-01-27 | 2006-08-03 | Teva Pharmaceutical Industries Ltd. | Duloxetine hydrochloride polymorphs |
| EP1856087A1 (en) | 2005-03-08 | 2007-11-21 | Teva Pharmaceutical Industries Limited | Crystal forms of (s)-(+)-n,n-dimethyl-3-(1-naphthalenyloxy)-3-(2-thienyl) propanamine oxalate and the preparation thereof |
| US20060270861A1 (en) | 2005-03-14 | 2006-11-30 | Santiago Ini | Process for the preparation of optically active (S)-(+)-N,N-dimethyl-3-(1-naphthalenyloxy)-3-(2-thienyl)propanamine |
| US8093408B2 (en) * | 2005-06-21 | 2012-01-10 | The Company Wockhardt | Antidepressant oral pharmaceutical compositions |
| US8153824B2 (en) * | 2005-06-22 | 2012-04-10 | The Wockhardt Company | Antidepressant oral liquid compositions |
| WO2007038253A2 (en) * | 2005-09-22 | 2007-04-05 | Teva Pharmaceutical Industries Ltd. | Dnt-maleate and methods of preparation thereof |
| EP2100888A3 (en) * | 2005-12-05 | 2011-01-19 | Teva Pharmaceutical Industries Ltd. | Process for the preparation of duloxetine hydrochloride |
| WO2007096707A2 (en) * | 2005-12-12 | 2007-08-30 | Medichem S.A. | Improved synthesis and preparations of duloxetine salts |
| CZ299270B6 (en) | 2006-01-04 | 2008-06-04 | Zentiva, A. S. | Process for preparing (S)-N-methyl-3-(1-naphthyloxy)-3-(2-thienyl)propylamine hydrochloride |
| WO2007077580A2 (en) * | 2006-01-06 | 2007-07-12 | Msn Laboratories Limited | Improved process for pure duloxetine hydrochloride |
| US7538232B2 (en) | 2006-01-19 | 2009-05-26 | Eli Lilly And Company | Process for the asymmetric synthesis of duloxetine |
| US20070238883A1 (en) * | 2006-02-13 | 2007-10-11 | Santiago Ini | Process for the preparation of(s)-(+)-N,N-dimethyl-3-(1-Naphthalenyloxy)-3-(2-Thienyl)propanamine, A duloxetine intermediate |
| HU228458B1 (en) * | 2006-03-13 | 2013-03-28 | Egis Gyogyszergyar Nyrt | Duloxetine salts for producing pharmaceutical compositions |
| ATE474832T1 (en) | 2006-05-05 | 2010-08-15 | Fidia Farmaceutici | METHOD FOR PRODUCING AN INTERMEDIATE FOR THE ASYMMETRIC SYNTHESIS OF (+)DULOXETINE |
| EP1934197A2 (en) * | 2006-05-23 | 2008-06-25 | Teva Pharmaceutical Industries Ltd | Duloxetine hcl polymorphs |
| EP2044049A2 (en) | 2006-07-03 | 2009-04-08 | Ranbaxy Laboratories Limited | Process for the preparation of enantiomerically pure salts of n-methyl- 3 -( 1-naph-thaleneoxy)- 3 - (-2-thienyl) propanamine |
| CZ300116B6 (en) * | 2006-12-05 | 2009-02-11 | Zentiva, A. S. | Purification process of (S)-N-methyl-3-(1-naphtyloxy)-3-(2-thienyl) propylamine hydrochloride |
| HU227730B1 (en) | 2006-12-22 | 2012-01-30 | Richter Gedeon Nyrt | Process for the preparation of duloxetine and for their the intermediates |
| EP2114912B1 (en) | 2006-12-22 | 2012-04-04 | Synthon B.V. | Process for making duloxetine and related compounds |
| EP2132192B1 (en) | 2007-03-05 | 2013-04-24 | Lupin Limited | Novel process for preparation of duloxetine hydrochloride |
| WO2009019719A2 (en) * | 2007-08-09 | 2009-02-12 | Ind-Swift Laboratories Limited | Process for the preparation of 3-aryloxy-3-arylpropanamines |
| WO2009130708A2 (en) * | 2008-04-22 | 2009-10-29 | Shodhana Laboratories Limited | Preparation of duloxetine and its salts |
| WO2010025287A2 (en) | 2008-08-27 | 2010-03-04 | Codexis, Inc. | Ketoreductase polypeptides for the production of 3-aryl-3-hydroxypropanamine from a 3-aryl-3-ketopropanamine |
| WO2010025238A2 (en) | 2008-08-27 | 2010-03-04 | Codexis, Inc. | Ketoreductase polypeptides for the production of a 3-aryl-3-hydroxypropanamine from a 3-aryl-3-ketopropanamine |
| WO2011033366A2 (en) | 2009-09-16 | 2011-03-24 | Jubilant Life Sciences Limited | Process for the preparation of duloxetine hydrochloride and its precursors |
| CN103360365A (en) * | 2012-04-06 | 2013-10-23 | 李晓红 | New preparation process of medicinal raw material duloxetine hydrochloride of antidepressant drug |
| CN104230882B (en) * | 2014-08-29 | 2017-03-08 | 宁波美诺华药业股份有限公司 | A kind of preparation method of duloxetine hydrochloride impurity |
| CN104829587B (en) * | 2015-05-08 | 2017-07-21 | 上海万巷制药有限公司 | The preparation of duloxetine hydrochloride |
| CN107382958B (en) * | 2017-07-05 | 2021-11-09 | 浙江华海药业股份有限公司 | Crystallization method of duloxetine intermediate |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH578532A5 (en) * | 1971-08-03 | 1976-08-13 | Cassella Farbwerke Mainkur Ag | |
| FI77018C (en) | 1980-11-14 | 1989-01-10 | Lilly Co Eli | ANALOGIFICATION OF THE ANTIDEPRESSIVE ACTIVATED (-) - ENANTIERS OF N-METHYL-N- / 3- (2-METHYLPHENOXY) -3-PHENYLPROPYL / AMINE OCH DESS PHARMACEUTICAL PRODUCT OF SALT. |
| US4777291A (en) * | 1985-02-27 | 1988-10-11 | Eli Lilly And Company | Racemization process |
| JPS62286959A (en) * | 1986-06-05 | 1987-12-12 | Seitetsu Kagaku Co Ltd | Production of optically active cyanocarnitine salt |
| KR880007433A (en) * | 1986-12-22 | 1988-08-27 | 메리 앤 터커 | 3-aryloxy-3-substituted propanamine |
| US4956388A (en) * | 1986-12-22 | 1990-09-11 | Eli Lilly And Company | 3-aryloxy-3-substituted propanamines |
| CA2042346A1 (en) | 1990-05-17 | 1991-11-18 | Michael Alexander Staszak | Chiral synthesis of 1-aryl-3-aminopropan-1-ols |
| JPH09176157A (en) * | 1992-12-09 | 1997-07-08 | Takeda Chem Ind Ltd | Optically active aminocoumaran derivative |
| US5362886A (en) * | 1993-10-12 | 1994-11-08 | Eli Lilly And Company | Asymmetric synthesis |
| US6458955B1 (en) * | 1994-12-16 | 2002-10-01 | Uop Llc | Process for preparation of pharmaceutically desired enantiomers |
| US6162949A (en) * | 1994-12-16 | 2000-12-19 | Uop Llc | Process for preparation of the pharmaceutically desired (S)-oxetine enantiomers |
| EP0792649A1 (en) * | 1996-02-29 | 1997-09-03 | Eli Lilly And Company | Treatment of sleep disorders |
| IL139592A (en) * | 1998-05-22 | 2005-08-31 | Lilly Co Eli | Pharmaceutical composition containing an atypical antipsychotic and a serotonin reuptake inhibitor for combination therapy of refractory depression |
| JP2002529499A (en) * | 1998-11-13 | 2002-09-10 | イーライ・リリー・アンド・カンパニー | How to treat pain |
| JP2002541235A (en) * | 1999-04-09 | 2002-12-03 | イーライ・リリー・アンド・カンパニー | Method for producing 3-aryloxy-3-arylpropylamine and intermediates thereof |
| WO2001044166A1 (en) * | 1999-12-17 | 2001-06-21 | Ranbaxy Laboratories Limited | Process for the preparation of fluoxetine hydrochloride |
| US20040249170A1 (en) * | 2002-01-24 | 2004-12-09 | Alfio Borghese | Process for preparing an intermediate useful for the asymmetric synthesis of duloxetine |
-
2002
- 2002-12-19 GB GBGB0229583.0A patent/GB0229583D0/en not_active Ceased
-
2003
- 2003-12-10 NZ NZ540881A patent/NZ540881A/en not_active IP Right Cessation
- 2003-12-10 EP EP06075798A patent/EP1690861B1/en not_active Expired - Lifetime
- 2003-12-10 BR BR0316902-2A patent/BR0316902A/en not_active IP Right Cessation
- 2003-12-10 RU RU2005122662/04A patent/RU2351594C2/en not_active IP Right Cessation
- 2003-12-10 AU AU2003292396A patent/AU2003292396B2/en not_active Ceased
- 2003-12-10 PT PT03767973T patent/PT1587801E/en unknown
- 2003-12-10 NZ NZ569874A patent/NZ569874A/en not_active IP Right Cessation
- 2003-12-10 KR KR1020057011506A patent/KR100926723B1/en not_active Expired - Fee Related
- 2003-12-10 CN CN2007101531328A patent/CN101125848B/en not_active Expired - Fee Related
- 2003-12-10 PL PL377380A patent/PL377380A1/en unknown
- 2003-12-10 US US10/539,415 patent/US7645890B2/en not_active Expired - Fee Related
- 2003-12-10 WO PCT/GB2003/005357 patent/WO2004056795A1/en not_active Ceased
- 2003-12-10 EP EP03767973A patent/EP1587801B1/en not_active Revoked
- 2003-12-10 CN CN200380109793A patent/CN100579975C/en not_active Expired - Fee Related
- 2003-12-10 JP JP2004561607A patent/JP5259048B2/en not_active Expired - Fee Related
- 2003-12-10 AT AT03767973T patent/ATE353081T1/en not_active IP Right Cessation
- 2003-12-10 ES ES03767973T patent/ES2279971T3/en not_active Expired - Lifetime
- 2003-12-10 HR HR20050657A patent/HRP20050657A2/en not_active Application Discontinuation
- 2003-12-10 MX MXPA05006659A patent/MXPA05006659A/en active IP Right Grant
- 2003-12-10 DE DE60311599T patent/DE60311599T2/en not_active Revoked
- 2003-12-10 CA CA002510750A patent/CA2510750A1/en not_active Abandoned
-
2005
- 2005-06-16 IL IL169232A patent/IL169232A/en not_active IP Right Cessation
- 2005-06-17 TN TNP2005000167A patent/TNSN05167A1/en unknown
- 2005-06-24 IS IS7915A patent/IS7915A/en unknown
- 2005-07-14 ZA ZA200505656A patent/ZA200505656B/en unknown
- 2005-07-18 MA MA28400A patent/MA27706A1/en unknown
-
2010
- 2010-01-14 AU AU2010200142A patent/AU2010200142B2/en not_active Ceased
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